ChemicalBook > CAS DataBase List > Acemetacin

Acemetacin

Product Name
Acemetacin
CAS No.
53164-05-9
Chemical Name
Acemetacin
Synonyms
k-708;Solart;Emflex;acemix;tv1322;rantudil;TVX-1322;aximeixin;rheumibis;BAY f4975
CBNumber
CB1492822
Molecular Formula
C21H18ClNO6
Formula Weight
415.82
MOL File
53164-05-9.mol
More
Less

Acemetacin Property

Melting point:
151.5°C
Boiling point:
565.5±50.0 °C(Predicted)
Density 
1.2387 (rough estimate)
refractive index 
1.6000 (estimate)
RTECS 
NL3521400
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Practically insoluble in water, soluble in acetone, slightly soluble in anhydrous ethanol.
pka
2.60±0.10(Predicted)
color 
Very fine, pale-yellow crystals from pet eth
Merck 
14,27
CAS DataBase Reference
53164-05-9(CAS DataBase Reference)
More
Less

Safety

Hazard Codes 
T+
Risk Statements 
26/27/28
Safety Statements 
22-25-36/37/39-45-24/25
RIDADR 
UN 2811
WGK Germany 
3
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29339900
Toxicity
LD50 in male, female mice, male, female rats (mg/kg): 55.5, 18.42, 24.2, 30.1 orally; 34.1, 51.1, 38.1, 28.3 i.v. (Jacobi, Dell)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0000810
Product name
Acemetacin
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000810
Price
$150
Updated
2024/03/01
Sigma-Aldrich
Product number
A1674
Product name
Acemetacin
Purity
analytical standard
Packaging
1g
Price
$42.4
Updated
2022/05/15
TCI Chemical
Product number
A2452
Product name
Acemetacin
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$66
Updated
2024/03/01
TCI Chemical
Product number
A2452
Product name
Acemetacin
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$197
Updated
2024/03/01
Alfa Aesar
Product number
J63583
Product name
Acemetacin
Packaging
2g
Price
$59.65
Updated
2024/03/01
More
Less

Acemetacin Chemical Properties,Usage,Production

Description

Acemetacin is used in the treatment of pain and restricted mobility resulting from chronic articular rheumatism, degenerative articular disease, gout, and inflammation of muscle, joints, and tendons. Acemetacin causes less gastrointestinal blood loss than indomethacin. Its anti-inflammatory activity results from liberation of the parent compound, indomethacin.

Chemical Properties

Light Yellow Solid

Originator

Rantudil ,Bayer ,W. Germany ,1980

Uses

Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory.

Uses

A potent inhibitor of COX-2 found to have anti-tumor activity in the colon

Definition

ChEBI: A carboxylic ester that is the carboxymethyl ester of indometacin. A non-steroidal anti-inflammatory drug, it is used in the treatment of rheumatoid arthritis, osteoarthritis, and low back pain, as well as for postoperative pain and inflammation. Its activ ty is due to both acemetacin and its major metabolite, indometacin.

Manufacturing Process

25.4 g (0.050 mol) of [1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3- indoleacetoxy]-benzyl acetate were dissolved in 400 ml of glacial acetic acid and hydrogenated on 2.0 g of palladium carbon at room temperature. After the absorption of hydrogen had finished (1 hour), the catalyst was filtered off, the filtrate was concentrated by evaporation under vacuum and the compound was caused to crystallize by adding petroleum ether. The compound melted at 149.5-150.5°C (determined on the micro-Kofler bench); the yield was 19.4 g which corresponds to 93% of the theoretical yield.
The starting material for the above step may be prepared as follows: 5 g (0.016 mol) of N1-(p-methoxyphenyl)-p-chlorobenzhydrazide hydrochloride and 4.75 g (0.018 mol) of benzyl levulinoyloxyacetate were heated in 25 ml of glacial acetic acid for 3 hours at 80°C. The solvent was then evaporated off under vacuum. The residue was taken up in chloroform and the solution was washed neutral by shaking with sodium bicarbonate solution and thereafter with water. After drying the chloroform solution, this was subjected to chromatography on aluminium oxide, the eluate was concentrated by evaporation and the viscous oil remaining as residue was crystallized by adding ether. The compound melted at 94-95°C. The yield was 4.1 g which corresponds to 50.7% of the theoretical yield.

Therapeutic Function

Antiinflammatory

Trade name

Acemetacin (Heumann, Stada, Germany), Acemix (Bioprogress, Italy), Altren (Rh?one-Poulenc Rorer, Belgium), Emflex (Merck, UK), Rantudil (Bayer Pharma Deutschland, Germany)

Clinical Use

Acemetacin is a nonsteroidal anti-inflammatory drug acting directly and via its major metabolite indomethacin. Acemetacin is used in chronic joint pain as well as in postoperative pain.

Safety Profile

Poison by ingestion, subcutaneous,intraperitoneal, intravenous, and intramuscular routes. Anexperimental teratogen. Other experimental reproductiveeffects. When heated to decomposition it emits toxic fumesof Cl?? and NOx. An anti-inflammatory agent.

Synthesis

alkylation of indomethacin with benzyl bromoacetate in K2CO3/N,N-dimethylformamide gives the corresponding benzyl glycolate ester, which is hydrogenated over 10 % palladium on charcoal in acetic acid to yield acemetacin.

More
Less

Acemetacin Suppliers

CSPC Ouyi Pharmaceutical Co., Ltd.
Tel
+86-311-87896753,13357827713,15614137668
Fax
+86-311-87893974
Email
steven@ouyipharma.com 
Country
China
ProdList
10
Advantage
60
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32344
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
0712-0712-2580635 15527768850
Email
1791901229@qq.com
Country
China
ProdList
8850
Advantage
52
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12990
Advantage
57
Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Country
China
ProdList
14443
Advantage
57
Hunan Hui Bai Shi Biotechnology Co., Ltd.
Tel
0731-85526065 13308475853
Email
ivy@hnhbsj.com
Country
China
ProdList
4531
Advantage
62
Wuhan Fortuna Chemical Co., Ltd
Tel
027-027-59207852 13308628970
Fax
QQ3130921841
Email
buy@fortunachem.com
Country
China
ProdList
2895
Advantage
58
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
sales@meilune.com
Country
China
ProdList
4648
Advantage
58
Shanghai civi chemical technology co.,Ltd
Tel
86-21-34053660
Fax
86-21-34053661
Email
sale@labgogo.com
Country
China
ProdList
9872
Advantage
52
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66099280 17798518460
Fax
(1)02557626880
Email
cfzhang@aikonchem.com
Country
China
ProdList
19918
Advantage
55
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 18521732826;
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
24835
Advantage
65
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Fax
021-55660885
Email
sales@shshiji.com
Country
China
ProdList
9552
Advantage
55
Chengdu AstaTech Trading Co., Ltd./AstaTech (Chengdu) Pharma. Co., Ltd.
Tel
+86-28-85122536 85324413
Fax
+86-28-85326443
Email
market@astatech.cn
Country
China
ProdList
8033
Advantage
55
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4428
Advantage
55
Nanjing Sunlida Biological Technology Co., Ltd.
Tel
025-57798810
Fax
025-57019371
Email
sales@sunlidabio.com
Country
China
ProdList
3750
Advantage
55
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Wuhan DKY Technology Co.,Ltd.
Tel
27-81302488 18007166089
Fax
027-81302088
Email
info@dkybpc.com
Country
China
ProdList
2024
Advantage
58
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41132
Advantage
60
ChemStrong Scientific Co.,Ltd
Tel
0755-66853366 15920483169
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
17944
Advantage
56
Hangzhou J&H Chemical Co., Ltd.
Tel
+86-571-87396432 0571-87396433
Fax
0571-87396431
Email
sales@jhechem.com
Country
China
ProdList
10015
Advantage
53
AdooQ Bioscience CHINA
Tel
025-58849295 18951903616;
Fax
025-68650336
Email
info@adooq.cn
Country
China
ProdList
2989
Advantage
60
Hubei Jusheng Technology Co.,Ltd
Tel
027-59599241 18871490274
Fax
027-59599241
Email
1400878000@qq.com
Country
China
ProdList
9972
Advantage
58
Chizhou Kailong Import and Export Trade Co., Ltd.
Tel
Fax
-
Email
xg01_gj@163.com
Country
China
ProdList
9503
Advantage
50
Shanghai Synchem Pharma Co., ltd
Tel
021-61984905-1 18016477331
Email
synchempharma@aliyun.com
Country
China
ProdList
6451
Advantage
55
Chengdu RunZeBenTu Chemical Co., Ltd
Tel
028-88469284 18000562381
Email
rzbtsj@163.com
Country
China
ProdList
9958
Advantage
56
Henan CoreyChem Co., Ltd
Tel
0371-86658258
Fax
0371-60996044
Email
info@coreychem.com
Country
China
ProdList
10457
Advantage
58
Guangzhou QiYun Biotechnology Co., Ltd.
Tel
020-61288194 61288195
Fax
020-61288700
Email
505721671@qq.com
Country
China
ProdList
3868
Advantage
58
Shanghai YuanYe Biotechnology Co., Ltd.
Tel
18021002903
Fax
QQ:3008007432
Email
3008007409@qq.com
Country
China
ProdList
27322
Advantage
60
Shanghai QianYan Bio-technology Co., Ltd
Tel
02781293128
Email
orders@biochemsafebuy.com
Country
China
ProdList
9934
Advantage
55
Shandong Xiya Chemical Co., Ltd.
Tel
4009903999 13395398332
Fax
0539-6365991
Email
sales@xiyashiji.com
Country
China
ProdList
20811
Advantage
60
Chengdu Dianchun Technology Co., Ltd
Tel
400-1166-196 18502815961
Fax
QQ:800101999
Email
cdhxsj@163.com
Country
China
ProdList
14623
Advantage
60
ShangHai Biochempartner Co.,Ltd
Tel
17754423994 17754423994
Fax
QQ:2853530913
Email
2853530910@QQ.com
Country
China
ProdList
8018
Advantage
62
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973185 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29797
Advantage
68
Shenzhen Simeiquan Biotechnology Co. Ltd
Tel
18126413629 0755-23311925 2355327053
Fax
0755-23311925
Email
abel@ycgmp.com
Country
China
ProdList
5115
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-83991130 18627774460
Fax
027-83991130
Email
1718093273@qq.com
Country
China
ProdList
1890
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
132020
Advantage
58
Shenzhen Sendi Biological Technology Co., Ltd.
Tel
18124570582 TEL:0755-23574479 2355327139
Fax
0755-23229476 QQ: 2355327139
Email
siliao02@yccreate.com
Country
China
ProdList
6120
Advantage
58
Hubei widely chemical technology Co., Ltd.
Tel
027-59402396 13419635609
Fax
027-83989310
Email
13419635609@163.com
Country
China
ProdList
1910
Advantage
55
Guangzhou Kafen Biotech Co.,Ltd
Tel
18029243487 2355327168
Fax
020-31121510
Email
gy@yccreate.com
Country
China
ProdList
4753
Advantage
55
Wellman Pharmaceutical Group Limited
Tel
027-027-83778875 15807197853
Fax
027-83991220
Email
15807197853@163.com
Country
China
ProdList
3974
Advantage
58
Guangzhou Jhd Chemical Reagent Co., Ltd.
Tel
020-84383047
Fax
020-84380294
Email
sales@jhd.com.cn
Country
China
ProdList
9190
Advantage
65
Shenzhen SUNGENING Bio-Medical Co., Ltd.
Tel
0755-28967200 13631290199
Fax
0755-28967200
Email
wxf@sungening.com
Country
China
ProdList
9506
Advantage
60
Shandong Ono Chemical Co., Ltd.
Tel
0539-6362799 20)
Fax
0539-6362799(To 20)
Country
China
ProdList
10007
Advantage
58
More
Less

View Lastest Price from Acemetacin manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Acemetacin 53164-05-9
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-04-29
Xiamen Wonderful Bio Technology Co., Ltd.
Product
acemetacin 53164-05-9
Price
US $66.00/KG
Min. Order
1250KG
Purity
99%
Supply Ability
330T
Release date
2023-07-21
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Acemetacin 53164-05-9
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
500kg
Release date
2021-09-30

53164-05-9, AcemetacinRelated Search:


  • (1-(p-chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure
  • AURORA KA-6229
  • ACEMETACIN
  • [1-(4-CHLORO-BENZOYL)-5-METHOXY-2-METHYL-1H-INDOL-3-YL]-ACETIC ACID CARBOXYMETHYL ESTER
  • 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid Carboxymethyl Ester
  • Emflex
  • Solart
  • 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetic aci carboxymethyl ((1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid (1-(p-chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy)essigsaeure 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-acetic acid carboxymethyl 2-(2-(1-(p-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)acetic acid acemetacin acemetacinum acemix
  • 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-aceticacicarboxymethyl
  • 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1h-indole-3-aceticacidcarboxymethyl
  • 2-(2-(1-(p-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)aceticacid
  • acemetacinum
  • acemix
  • aximeixin
  • k-708
  • rantudil
  • rheumibis
  • tv1322
  • 1-[P-CHLOROBENZOYL]-5-METHOXY-2-METHYLINDOLE-3-ACETIC ACID CARBOXYMETHYL ESTER
  • Acemix:Emflex:Rheumibis:Solart
  • BAY f4975
  • TVX-1322
  • 2-[2-[1-[(4-Chlorophenyl)carbonyl]-5-methoxy-2-methylindol-3-yl]acetyloxy]acetic acid
  • 1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid carboxymethyl
  • 2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-indol-3-yl]acetyl]oxyacetic acid
  • 2-[2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl]oxyacetic acid
  • 2-[2-[1-(4-chlorophenyl)carbonyl-5-methoxy-2-methyl-indol-3-yl]ethanoyloxy]ethanoic acid
  • ((1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl)acetoxy)aceticacid
  • AceMetacin (EMflex)
  • [1-(4-Chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetoxyacetic Acid 1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic Acid Carboxymethyl Ester
  • 2-(2-(1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-1H-indol-3-yl)acetoxy)acetic acid
  • 1H-Indole-3-aceticacid, 1-(4-chlorobenzoyl)-5-Methoxy-2-Methyl-, carboxyMethyl ester
  • cemetacin
  • Acemetacin, 98%, COX inhibitor
  • Acemetacin:O-(1-p-Chlorobenzoyl-5-methoxy-2-methylindol-3-ylacetyl)glycolic acid
  • Acemetacin CRS
  • Acemetacin &gt
  • Acemetacin impurity mixture CRS
  • [[[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl]oxy]acetic acid
  • 1-(4-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic Acid Carboxymethyl Ester
  • Acemetacin USP/EP/BP
  • Acemetacin (K-708
  • Acemetacin/TVX1322
  • I.?1-(2,6-dichlorophenyl)-1,3-dihydro-2H-indol-2-one.
  • 53164-05-9
  • C21H18ClNO6
  • Analytical Standards
  • Analytical Chromatography Product Catalog
  • Alphabetic
  • AA to AL
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • EMFLEX
  • API